L-Methionine
PRICE INQUIRYCatalog Number
ACM63683-4
Product Name
L-Methionine
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/63-68-3.gif)
CAS
63-68-3
Synonyms
S-Methyl-L-homocystein
IUPAC Name
(2S)-2-Amino-4-methylsulfanylbutanoic acid
Molecular Weight
149.21
Molecular Formula
C5H11NO2S
Canonical SMILES
CSCCC(C(=O)O)N
InChI
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
InChI Key
FFEARJCKVFRZRR-BYPYZUCNSA-N
Boiling Point
393.91 °C
Melting Point
284 °C(lit.)
Flash Point
139.4 °C
Purity
98%
Density
1.34 g/cm
Solubility
Soluble in water
Appearance
White solid
Storage
20-25 °C
Color Form
Minute hexagonal plates from dilute alcohol;Colorless or white, lustrous plates or as white, crystalline powder;
Complexity
97
Covalently-Bonded Unit Count
1
Decomposition
When heated to decomposition it emits very toxic fumes of /nitric oxide/ and /sulfur oxide/.;
Defined Atom Stereocenter Count
1
EC Number
200-562-9
Exact Mass
149.05104977
H-Bond Acceptor
4
H-Bond Donor
2
Heavy Atom Count
9
Isomeric SMILES
CSCC[C@@H](C(=O)O)N
Monoisotopic Mass
149.05104977
NSC Number
760117
Odor
Faint;
Other Experimental
Specific optical rotation: +8.12 deg at 25 deg C/D (c = 0.8); -21.19 deg at 25 deg C/D (c = 0.8 in 0.2N HCl) /Methione, D-form/;Platelets from alcohol. mp 281 deg C (decomposes), density 1.340; pKa1 = 2.28, pKa2 = 9.21; pH of 1% aqueous solution 5.6-6.1; Rf value 0.77. Solubility in water (g/L) at 0 deg C: 18.18; at 25 deg C: 33.81; at 50 deg C: 60/.70; at 75 deg C: 15.2 deg C. Soluble in dilute acids, alkalies. Very slightly soluble in 95% alcohol. Insoluble in ether. /Methionine, DL-form/;IR: 2549 (Coblentz Society Spectral Collection) /Methionine (DL)/;UV: 1-65 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Methionine (DL)/;13C NMR: 135 (Johnson and Jankowski, Carbon-13 NMR Spectra, John Wiley & Sons, New York) /Methionine (DL)/;MASS: 442 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63) /Methionine (DL)/;Henry's Law constant = 2.11X10-11 atm-cu m/mol at 25 deg C (est);Hydroxyl radical reaction rate constant = 5.13X10-11 cu cm/molec-sec at 25 deg C (est);
Physical State
Liquid
Refractive Index
1.5216
Rotatable Bond Count
4
Topological Polar Surface Area
88.6 Ų
Undefined Atom Stereocenter Count
1
UNII
AE28F7PNPL
Vapor Pressure
8.14X10-8 mm Hg at 25 deg C (est);
Application
L-Methionine serves as a vital sulfur-containing essential amino acid crucial for a myriad of bodily functions. It plays an indispensable role in human, mammalian, and avian growth and development by acting as a fundamental substrate for protein synthesis. Moreover, it is a key intermediate in transmethylation reactions, donating methyl groups critical for various biological processes. Since L-Methionine cannot be produced by the body, it must be obtained through dietary sources. In addition, it is the metabolic precursor to cysteine, contributing sulfur necessary for its synthesis, and aids in the production of S-Adenosyl-L-methionine (SAMe), which is used in treating diverse conditions like depression, liver disorders, and musculoskeletal issues. Beyond its nutritional importance, L-Methionine finds applications in healthcare as a hepatoprotectant, an antidote for acetaminophen poisoning, and a urinary acidifier. While it is utilized in nutritional supplements and pharmaceutical formulations, it is also widely employed as a feed additive to bolster animal growth.
December 24, 2024
Essential Amino Acid for Research and Industry
L-Methionine from Alfa Chemistry is a game-changer for our lab. Used as a methyl donor, it supports our biochemical studies, particularly in protein synthesis and metabolic precursor roles. Highly recommended for clarity and reproducibility.
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